Classifications

• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
  • A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
• • A—HUMAN NECESSITIES
  • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
  • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
  • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
  • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
  • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Definitions

• phytosanitary active ingredients at the sites to be treated is generally carried out by spraying corresponding fluid dispersions.
• fluid dispersions are either solutions in organic solvents, or dispersions or aqueous solutions.
• aqueous solutions at least one surfactant and / or another compound is generally present in order to promote the solubilization and / or to reinforce the biological activity of the active ingredient considered.
• Glyphosate is a widely used aminophosphate herbicide and its commercial formulations advantageously incorporate an ethoxylated amine.
• the object of the present invention is precisely to propose a phytosanitary formulation in accordance with these requirements.
• the present invention relates to a composition
• a composition comprising as active principle at least one phytosanitary active material water-soluble and further comprising an effective amount of at least one polyalkoxylated amidoamine of average formula (1) or (2):
• R 2 identical or different, represent hydrogen or a C- ⁇ -C4 alkyl radical
• the aforementioned amidoamines have, in the presence of phytosanitary active material, an adequate solubility in an aqueous medium and a beneficial effect on the diffusion of this phytosanitary active material within the cuticular membranes.
• Such compounds in particular advantageously replace the conventional ethoxylated amines in phytosanitary formulations involving, for example, as active ingredient at least one aminophosphate derivative. They lead to formulations of very satisfactory activity and endowed with an adequate surface tension. In addition, these compounds have the advantage of being biodegradable and have a very low irritant character. It should be noted that these products can in particular enter into the composition of cosmetic formulations due to this property.
• amidoamines also have biological activator properties of phytosanitary active ingredients.
• phytosanitary active material is intended to denote, according to the invention, insecticides, herbicides, fungicides but also nutrients promoting the growth and development of plants. They are preferably herbicides.
• preferred herbicides according to the invention there will be mentioned very particularly the aminophosphate derivatives and preferably glyphosate, sulphosate, glufosinate, as well as the respective organic or inorganic salts of these compounds. Glyphosate, and preferably its derivatives, are used.
• glyphosate is meant more particularly N-phosphonomethylglycine as well as any derivative thereof leading in aqueous solution to glyphosate anions.
• alkali metal salts such as sodium or potassium
• ammonium salts substituted or not
• secondary or primary amines such as isopropylamine, dimethylamine or diamines such as l ethylenediamine, or its sulfonium salts, in particular trimethylsulfonium, alone or in combination.
• the nutrients it is preferably metallic salts such as zinc and iron, for example, and preferably manganese. These salts are used in the form of E.D.T.A. chelates. for example or sulfates.
• compositions according to the invention contain an effective amount of at least one polyalkoxylated amidoamine of average formula (1) or (2) defined above.
• the phytosanitary composition comprises an effective amount of a mixture of polyacoxylated amidoamines of medium formulas (1) and (2).
• polyalkoxylated amidoamines As particularly suitable polyalkoxylated amidoamines, mention may be made of polyethoxylated hydroxyethylcocoylamidoamines comprising 3 moles of ethylene oxide, corresponding to formula (1) and / or (2). Seion an embodiment preferred of the invention, such amidoamines are used as a mixture (formulas (1) and (2)).
• polyalkoxylated amidoamines of formula (1) and (2) can be prepared for example by polycondensation of alkylene oxide on an amidoamine of formula (3) or (4) or a mixture of amidoamines of formulas (3) and ( 4):
• This operation can be carried out at a temperature of the order of 70 to 180 ° C, preferably of the order of 110 to 150 ° C, by continuous addition of the activated derivative of alkylene glycol in a proportion of the on the order of 1 to 50 molar equivalents of alkylene oxide relative to the amidoamines of formula (3) and (4), more particularly on the order of 1, 1 to 25 molar equivalents. Preferably, this proportion is of the order of 2 to 20 molar equivalents.
• a process is for example described in US Pat. No. 2,681,354.
• This operation can also be carried out in the presence of a third solvent.
• a solvent By way of example of a solvent, mention may be made of saturated aliphatic hydrocarbons, such as heptane or octane, aromatic hydrocarbons, such as toluene, cumene, ketones such as in particular octanone-2, secondary alcohols or tertiary, such as isopropanol, tertiobutanol, and water.
• the reaction can be carried out in the absence of a catalyst, or if necessary in the presence of a catalyst.
• This catalyst can be acidic, preferably of the Lewis acid type, such as, for example, boron trifluoride, tin tetrachloride, antimony pentachloride. It is likewise possible to use a basic catalyst chosen in particular from alkali metal hydroxides, such as NaOH, KOH, alkali or alkaline earth metal alcoholates, such as sodium methyiate or even potassium tert-butoxide. Mention may likewise be made, as suitable catalysts, of rare earth derivatives, such as in particular phosphates, carbonates, lanthanum oxides.
• the quantities used correspond to approximately 0.05 to 10%, preferably approximately 0.1 to 1% by weight relative to the reaction mass.
• the weight ratio of the active material to the amidoamine or to the mixture of amidoamines of formulas (1) and (2) can vary between 1/5 and 10/1.
• This ratio is of course adapted according to the conditions of use envisaged for the corresponding composition. However, it is preferably between 1/2 and 6/1 and preferably between 2/1 and 4/1.
• the weight ratio is understood to be active material expressed in the form of an acid equivalent.
• the composition is preferably water-soluble.
• the concentration of active material (s) can vary between 50 g / l and 500 g / l.
• the polyalkoxylated amidoamine (s) are present therein in a solid form obtained for example by adsorption on any suitable inert support.
• composition according to the invention may also contain other additives. They may, for example, be anti-freezing agents such as glycerol or ethylene glycol, dyes, anti-foaming agents and / or surfactants.
• compositions according to the invention in liquid form or else dissolved in an aqueous medium, are compatible in dilution with suspensions and / or concentrated solutions of phytosanitary active materials of different natures. No flocculation and / or demixing phenomenon is observed during mixing of the respective solutions.
• the present invention also relates to applications of the composition according to the invention as an insecticide, herbicide, fungicide or fertilizer.
• composition according to the invention is prepared by simple mixing of the water-soluble phytosanitary active ingredient with one or more aforementioned polyalkoxylated amidoamines, optionally in the presence of other additives.
• the composition according to the invention can be prepared well before its use but also just before it. In the latter case, the polyalkoxylated amidoamine (s) are added to the phytosanitary active ingredient, possibly to other additives, when the formulation is diluted in the spray tank (tank mix).
• a formulation is prepared, the glyphosate concentration of which is 360 g / l expressed in acid equivalent, by mixing, with stirring, the following compounds:
• the amidoamines used correspond to a mixture of polyethoxylated hydroxyethyl cocoylamidoamines comprising 3 moles of ethylene oxide.
• the following formulation is prepared, comprising a glyphosate concentration of 450 g / l expressed in acid equivalent, by mixing, with stirring, the following compounds:
• the amidoamines used correspond to a mixture of polyethoxylated hydroxyethyl cocoylamidoamines comprising 3 moles of ethylene oxide.

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• Life Sciences & Earth Sciences (AREA)
• General Health & Medical Sciences (AREA)
• Health & Medical Sciences (AREA)
• Dentistry (AREA)
• Zoology (AREA)
• Plant Pathology (AREA)
• Environmental Sciences (AREA)
• Engineering & Computer Science (AREA)
• Agronomy & Crop Science (AREA)
• Wood Science & Technology (AREA)
• Pest Control & Pesticides (AREA)
• Toxicology (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Fertilizers (AREA)
• Soil Conditioners And Soil-Stabilizing Materials (AREA)
• Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
• Compositions Of Macromolecular Compounds (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)

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Citations (4)

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• 1995
  • 1995-08-04 FR FR9509603A patent/FR2737390B1/fr not_active Expired - Fee Related
• 1996
  • 1996-08-02 JP JP9508173A patent/JPH11510504A/ja active Pending
  • 1996-08-02 CN CN96196563A patent/CN1193888A/zh active Pending
  • 1996-08-02 BR BR9610078A patent/BR9610078A/pt not_active Application Discontinuation
  • 1996-08-02 US US09/011,118 patent/US5958439A/en not_active Expired - Fee Related
  • 1996-08-02 WO PCT/FR1996/001230 patent/WO1997005779A1/fr not_active Ceased
  • 1996-08-02 NZ NZ315688A patent/NZ315688A/xx unknown
  • 1996-08-02 AT AT96927729T patent/ATE207290T1/de not_active IP Right Cessation
  • 1996-08-02 CA CA002225546A patent/CA2225546A1/fr not_active Abandoned
  • 1996-08-02 AU AU67444/96A patent/AU701405B2/en not_active Ceased
  • 1996-08-02 DE DE69616378T patent/DE69616378T2/de not_active Expired - Fee Related
  • 1996-08-02 EP EP96927729A patent/EP0869713B1/de not_active Expired - Lifetime
  • 1996-08-02 DK DK96927729T patent/DK0869713T3/da active
  • 1996-08-02 ZA ZA966586A patent/ZA966586B/xx unknown

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